
%0 Journal Article
%A Carland, Michael W. 
%A Schiesser, Carl H. 
%A White, Jonathan M. 
%T Ethyl 2-(2-Ethoxy-2-oxoethylidene)-1,3-diselenole-4-carboxylate&#8212;an Example of Unconventional Bonding in Organic Selenides
%J Australian Journal of Chemistry
%D 2004/01/06
%V 57
%N 1
%P 97-100
%K organic selenides &#8212; synthesis &#8212; X-ray crystallography &#8212; bonding &#8212; selenium compounds
%R https://doi.org/10.1071/CH03210
%U https://www.publish.csiro.au/paper/CH03210 
%X Reaction of ethyl propiolate with lithium hexamethyldisilazide in tetrahydrofuran followed by the addition of elemental selenium provides ethyl 2-(2-ethoxy-2-oxoethylidene)-1,3-diselenole-4-carboxylate in 75&percnt; yield and as a mixture of geometrical isomers 2, 3. X-Ray crystallographic studies, as well as density functional calculations reveal close oxygen&#8211;selenium contacts that are the result of unconventional bonding interactions. 
